66692-72-6Relevant articles and documents
Total Synthesis of (-)-Graminin A Based on Asymmetric Cyclization Carbonylation of Propargyl Acetate
Ito, Yoichi,Kusakabe, Taichi,Dhage, Yogesh Daulat,Takahashi, Keisuke,Sakata, Ken,Sasai, Hiroaki,Kato, Keisuke
, p. 16268 - 16277 (2019)
The first total synthesis of (-)-graminin A is described. Key features of our synthetic approach involve a palladium-catalyzed asymmetric cyclization carbonylation of prochiral propargylic acetate, conversion of the orthoester product into methyl 4-oxo-3-furancarboxylate, and copper complex-mediated aldol condensation of (+)-gregatin B bearing a diene moiety. A new synthesis of (+)-gregatin B and the first synthesis of (-)-graminin A were achieved.